Acrylonitrile → HCID 23004138, compound

HRID 964260Notes

Reaction equation

HRID 964260 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2([OH:18])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:8][CH:7]=1>CCO>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2([OH:18])[CH2:13][CH2:14][N:15]([CH2:3][CH2:2][C:1]#[N:4])[CH2:16][CH2:17]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidine

Product 1

HCID 23004138HCID 23004138, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acrylonitrile (2.33 mL, 35.4 mmol, 2.50 equiv) was added at 0° C. to a solution of 4-(4-chlorophenyl)-4-hydroxypiperidine (3.00 g, 14.2 mmol, 1.00 equiv, Aldrich) in EtOH (30 mL) and the resulting solution was stirred for 1.5 hours at room temperature. The solvent was removed to give 3.71 g (99%) of white solid, which was characterized spectroscopically and used without purification for the next reaction.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-72fbe3c4a9b84cc8a9e90801abcfc7e0
Source dataset
uspto-grants-1998_06
Patent number
US05767131

Reaction notes

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